
Villa holiday rentals in Leeward
Find and book unique villas on Airbnb
Quick stats about villa rentals in Leeward

Total holiday rentals
Explore 150 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at $215 AUD per night before taxes and fees

Verified guest reviews
Over 2,620 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
150 of Leeward holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leeward rentals

4.8 Average rating
Leeward stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated villa rentals in Leeward
Guests agree: These villas are highly rated for location, cleanliness and more.

Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location,surrounded with🌴.Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.

Ideal Honeymoon Villa
Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Gated Villa + Private Pool• Walk to GraceBay Beach
Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

Ideal private getaway villa | 250 yds to the beach
The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden away from main roads and just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.

Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
Classic Caribbean 3 Bedroom canal front villa in Leeward. Cotton House has been designed in the timeless, traditional Caribbean aesthetic and is solar powered. Located in the gated Leeward community (25 min from PLS airport - 8 min to Grace Bay), this canal front home exudes an easy living elegance. Each bedroom opens to a central courtyard, the serene heart of the home featuring fountain, ferns, climbing vines, and tropical trees. *Ask us about our 4 and 5 Bedroom options for this villa.

Villa DelEvan 4A / 1-bedrm Beach front villa
Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY
Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.

Caya Villa 1 - 2 Bedroom - Modern Island Home
Caya Villas are welcoming, modern island fusion styled homes with endless roof deck views to the Caicos Bank. Nestled in the heart of beautiful Long Bay Beach, that’s home to the renowned Shore Club Resort and a less than a mile away from the worlds top beach, Grace Bay Beach. Our two adjacent villas in a gated property are your perfect getaway! 12% Government Tax is calculated in final payment. Follow @islehavenpropertiestci Tag #islehaventci

Gated Long Bay Villa Near Grace Bay with Pool
Gated two-story villa in Long Bay Hills with Caribbean sea views, private pool, and BBQ. Optional private chef, in-house massage, and yacht experiences are available through the host. Long Bay Beach is a 5-minute drive; Grace Bay Beach is 10 minutes away. Complimentary airport transfers for stays of 5+ nights. Designed for groups and families seeking a fully exclusive property with concierge-level service in Turks and Caicos.

Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ
Our Lotus Villa is an Oasis in the heart of the Caribbean and escape to a tropical haven in our stunning 3-bed room, perfectly nestled in the heart of Turks and Caicos. This Luxurious retreat promises an unforgettable Island experience, with its pool and garden views, and lavish amenities. The villa is newly built and thoughtfully designed to make your visit unique, comfortable and unforgettable!

The Caicos House -5 mins to the Beach & Dining!
Daily Housekeeping included! …… Nestled in the tranquil gated community of Leeward, on the heels of the Grace Bay and the Grace Bay Beach, regularly ranked as the “The Best Beach in the World!”. The upscale Leeward community is within a 5-8 minute drive to the Grace Bay shopping and restaurant district, with over two dozen businesses, including a large grocery store and bank.
Popular amenities for Leeward villa rentals
Private villa rentals

Stunning Villa - short walk to Sapodilla Beach

Sea Sun Relax - villa 5 min walk to Grace Bay

Townhome Villa – Steps to Grace Bay (Sleeps 4)

Delightful Family Villa with Pool in Leeward

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach

Bungalow Directly on the Beach

NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef

Hakuna Matata Villa
Luxury villa rentals

The White House TCI Guests house

Contemporary 3 Bed 2.5 Bath Villa minutes from the

Love Villa

The Retreat, Spacious 1-Bed, 1-Bath Villa

Long Bay Beach - Pool, Games & Walk to the Beach

Summer/Fall Specials on now! 20% off for 7 nights

Boutique Villa w Private Beach Chairs on Grace Bay

White Osprey Villa
Villa rentals with a pool

Modern Canal Front Villa in Leeward

Sapodilla Bay - Walk to the Beach!

Kokoon 50% OFF Summer PrivatePool OceanView SunSet

Private Pool Villa w/ Firepit/Outdoor Dining

Luxury Modern villa with pool

‘My Little Hideaway’ at Lucayan Cays

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

Sea Villa - Cozy Family Villa Steps From the Beach
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